Details of Metabolite

General Information of MET (ID: META00512)
Name L-Dihydroorotic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(S)-4,5-Dihydroorotate; (S)-4,5-Dihydroorotic acid; (S)-Dihydroorotate; 4,5-Dihydroorotic acid; 4,5-Dihydroorotic acid, (D)-isomer; 4,5-Dihydroorotic acid, (DL)-isomer; 4,5-Dihydroorotic acid, (L)-isomer; 5,6-Dihydroorotate; Dihydro-L-orotate; Dihydro-L-orotic acid; Dihydroorotate; Hydroorotic acid; L-Dihydroorotate
Source Endogenous;Yeast Metabolite;Food;Drug;Microbial
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
439216
HMDB ID
HMDB0003349
Formula
C5H6N2O4
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=439216"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00337
DrugBank ID
DB02129
ChEBI ID
17025
FooDB ID
FDB023149
ChemSpider ID
388355
METLIN ID
6899
Physicochemical Properties Molecular Weight 158.11 Topological Polar Surface Area 95.5
XlogP -1.5 Complexity 225
Heavy Atom Count 11 Rotatable Bond Count 1
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Function
L-Dihydroorotic acid is an intermediate in the metabolism of Pyrimidine. It is a substrate for Dihydroorotate dehydrogenase (mitochondrial).
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            GTPase KRas (KRAS) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Overexpression of KRAS
                      Induced Change L-Dihydroorotic acid concentration: increase (FC = 1.60)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Lung cancer [ICD-11: 2C25]
                      Details It is reported that overexpression of KRAS leads to the increase of L-dihydroorotic acid levels compared with control group.
            Leukotriene-C4 hydrolase (GGT1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockdown (siRNA) of GGT1
                      Induced Change L-Dihydroorotic acid concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of L-dihydroorotic acid levels compared with control group.
References
1 Capturing the metabolomic diversity of KRAS mutants in non-small-cell lung cancer cells. Oncotarget. 2014 Jul 15;5(13):4722-31.
2 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.

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